Predicting the UV-vis spectra of Tetraarylcyclopentadienones: Using DFT molecular orbital energies to model electronic transitions of organic materials.
Predicting the UV-vis spectra of Tetraarylcyclopentadienones: Using DFT molecular orbital energies to model electronic transitions of organic materials.
复制标题
预测四芳基环戊二烯酮的紫外可见光谱：使用 DFT 分子轨道能量模拟有机材料的电子跃迁。
DOI：
10.1021/jo701676x
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发表时间：
2008
期刊：
影响因子：
--
通讯作者：
Hughes,ThomasS
中科院分区：
文献类型：
--
作者：
Potter,RobertG;Hughes,ThomasS
四苯基环戊二酮由于其固有的低HOMO−能隙，被认为是用于纳米电子产品的导电聚合物的有价值的重复单元。四苯基环戊二酮的HOMO和LUMO似乎与未取代的环戊二酮的相关π轨道相关联。利用以前开发的羰基化偶联反应，合成了一系列四芳基环戊二烯酮，获得了一系列以前没有的取代基。将这些分子的UV-−-Vis光谱与它们的计算波函数和预测的跃迁进行了比较。发现了一个定量结构−活性关系，该关系可以大大简化由这些四芳基环戊二酮构筑的齐聚物和聚合物的带隙预测。
Tetraphenylcyclopentadienone, due to its intrinsically low HOMO−LUMO gap, has been suggested as a valuable repeat unit in conducting polymers for nanoscale electronics. The HOMO and LUMO of tetraphenylcyclopentadienone appear to be associated with the relevant π orbitals of unsubstituted cyclopentadienone. Using previously developed carbonylative coupling reactions, a series of tetraarylcyclopentadienones was synthesized, accessing a range of substituents not previously available. The UV−vis spectra of these molecules were compared to their calculated wave functions and predicted transitions. A quantitative structure−activity relationship was discovered that may greatly simplify prediction of band gaps for oligomers and polymers built from these tetraarylcyclopentadienones.